IP Library Granted Patent US 12,128,083
Granted Patent B2
US 12,128,083 · App. 18/450,553 · Granted Oct 29, 2024

Lisinopril formulations

Inventors: Gerold L. Mosher (Kansas City, MO); David W. Miles (Kansas City, MO)
Assignee: Azurity Pharmaceuticals, Inc.
A61K38/05A61K9/0053A61K9/0095A61K31/401A61K38/005A61K45/06A61K47/02A61K47/12A61K47/26
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Quick Facts
Patent No.
US 12,128,083
App. No.
18/450,553
Granted
Oct 29, 2024
Kind
B2
Abstract

Provided herein are stable lisinopril oral liquid formulations. Also provided herein are methods of using lisinopril oral liquid formulations for the treatment of certain diseases including hypertension, heart failure and acute myocardial infarction.

Claims (31)

1. A stable oral liquid formulation, comprising:

(i) about 1 mg/ml lisinopril or a pharmaceutically acceptable salt or solvate thereof;

(ii) a preservative;

(iii) a liquid vehicle, wherein the liquid vehicle comprises water; and

(iv) a sweetener, wherein the sweetener comprises xylitol, mannitol, sorbitol, glycerin, maltitol, sucrose, aspartame, sucralose, saccharin, acesulfame, or a pharmaceutically acceptable salt thereof;

wherein the pH of the formulation is between about 4 and about 8;

wherein the formulation is stable at about 25±5° C. for at least 6 months.

2. The formulation of claim 1 , wherein the lisinopril is lisinopril dihydrate.

3. The formulation of claim 1 , wherein the pH is between about 4 to about 5.2.

4. The formulation of claim 1 , wherein the pH is between about 5 to about 8.

5. The formulation of claim 1 , wherein the pH is about 4.9.

6. The formulation of claim 1 , wherein the formulation is stable at about 25±5° C. for at least 18 months.

7. The formulation of claim 1 , wherein the sweetener is xylitol or sucralose.

8. The formulation of claim 1 , wherein the preservative is an anti-microbial.

9. A stable oral liquid formulation, comprising:

(i) about 1 mg/ml lisinopril or a pharmaceutically acceptable salt or solvate thereof;

(ii) a preservative;

(iii) a liquid vehicle, wherein the liquid vehicle comprises water;

(iv) a sweetener, wherein the sweetener comprises xylitol, mannitol, sorbitol, glycerin, maltitol, sucrose, aspartame sucralose, saccharin, acesulfame, or a pharmaceutically acceptable salt thereof; and

(v) a buffer, wherein the buffer concentration is from about 5 to about 50 nM;

wherein the formulation is stable at about 25±5° C. for at least 6 months.

10. The formulation of claim 9 , wherein the lisinopril is lisinopril dihydrate.

11. The formulation of claim 9 , wherein the pH of the formulation is between about 4 and about 5.2.

12. The formulation of claim 9 , wherein the pH is between about 5 to about 8.

13. The formulation of claim 9 , wherein the formulation is stable at about 25±5° C. for at least 18 months.

14. The formulation of claim 9 , wherein the sweetener is xylitol or sucralose.

15. The formulation of claim 9 , wherein the buffer concentration is from about 5 to about 20 mM.

16. The formulation of claim 9 , wherein the buffer comprises citric acid or a salt or a hydrate thereof.

17. The formulation of claim 9 , wherein the buffer comprises phosphoric acid or salt thereof.

18. The formulation of claim 9 , wherein the buffer comprises sodium bicarbonate, potassium bicarbonate, magnesium hydroxide, magnesium lactate, magnesium gluconate, aluminum hydroxide, aluminum hydroxide/sodium bicarbonate co-precipitate, an amino acid, aluminum glycinate, citric acid, sodium citrate, sodium tartrate, sodium acetate, sodium carbonate, sodium phosphate, sodium polyphosphate, potassium polyphosphate, sodium pyrophosphate, potassium pyrophosphate, disodium hydrogenphosphate, dipotassium hydrogenphosphate, trisodium phosphate, tripotassium phosphate, sodium acetate, potassium metaphosphate, magnesium oxide, magnesium hydroxide, magnesium carbonate, magnesium silicate, calcium acetate, calcium glycerophosphate, calcium chloride, calcium hydroxide, calcium lactate, calcium carbonate, or calcium bicarbonate.

19. The formulation of claim 9 , wherein the preservative is an anti-microbial.

Assignments (3)
CONFIRMATORY GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Mar 17, 2025
From: ARBOR PHARMACEUTICALS, LLC; AZURITY PHARMACEUTICALS, INC.; AZURITY PHARMACEUTICALS IRELAND LIMITED; SILVERGATE PHARMACEUTICALS, INC.
To: HPS INVESTMENT PARTNERS, LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 070531/0487 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2023
From: MOSHER, GEROLD L.; MILES, DAVID W.
To: SILVERGATE PHARMACEUTICALS, INC.
Reel/Frame 064885/0955 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2023
From: SILVERGATE PHARMACEUTICALS, INC.
To: AZURITY PHARMACEUTICALS, INC.
Reel/Frame 064817/0471 →
Continuity (12)
Continuation 17507144 · Oct 21, 2021
Continuation 17194021 · Mar 5, 2021
Continuation 16822412 · Mar 18, 2020
Continuation 16564904 · Sep 9, 2019
Continuation 16295482 · Mar 7, 2019
Continuation 16053164 · Aug 2, 2018
Continuation 15805934 · Nov 7, 2017
Continuation 15483691 · Apr 10, 2017
Continuation 15268095 · Sep 16, 2016
Continuation 14934752 · Nov 6, 2015
Provisional Application 62249011 · Oct 30, 2015
Related Publication 20230405079A1 · Dec 21, 2023
Cited By (1)
US 12,433,931